Category: 36692-49-6

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 36692-49-6, name is Methyl 3,4-diaminobenzoate, A new synthetic method of this compound is introduced below., Formula: C8H10N2O2

General procedure: Substituted 1,2-phenylenediamines (1 mmol) and substituted phenacyl bromides (1 mmol) were dissolved in acetonitrile (5 ml). To this solution, K10-Mont. clay (50 mg) was added and heated at 50 C for 3 h. After completion, the reaction mixture was filtered to remove the catalyst and washed with ethyl acetate (10 mL). The filtrate was concentrated and the residue was purified by column chromatography using hexane:ethyl acetate (15 % ethyl acetate in hexane) as an eluent to afford quinoxaline derivatives in high yields. The recovered catalyst was thoroughly washed with ethyl acetate, air dried, activated at 80 C for 3 h and reused for successive runs. The purified products are characterized by their 1H, 13C NMR as well as by mass spectral data

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Jeganathan, Mariappan; Dhakshinamoorthy, Amarajothi; Pitchumani, Kasi; Tetrahedron Letters; vol. 55; 9; (2014); p. 1616 – 1620;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 36692-49-6 as follows. Product Details of 36692-49-6

A mixture of methyl 3,4-diaminobenzoate (8, 830 mg, 5 mmol) and 4-methoxy benzaldehyde (9a, 680 mg, 5 mmol) in ethanol (25 mL) was heated with an aqueous solution of sodium pyrosulfite (1.42 g, 1.5 mmol, 5 mL) and then refluxed for 4-6 h, until TLC indicated that the reaction was complete. The ethanol was evaporated under vacuum and the residue was dissolved in CHCl3 (2 * 15 mL) and washed with water. The combined organic phases were dried over anhydrous Na2SO4, and the solvent was removed under vacuum and purified by column chromatography MeOH-CH2Cl2 (0.5:9.5) to obtain the pure product 10a as a white solid (952 mg, 68%); mp: 231-234 C; 1H NMR (500 MHz, CDCl3): delta 8.28 (s, 1H), 8.12 (d, J = 9.1 Hz, 2H), 7.92 (d, J = 9.0 Hz, 1H), 7.12 (d, J = 8.3 Hz, 1H), 6.98 (d, J = 8.3 Hz, 2H), 3.94 (s, 3H), 3.85 (s, 3H); MS (ESI): m/z 283 [M + H]+.

According to the analysis of related databases, 36692-49-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kamal, Ahmed; Nagaseshadri; Nayak, V. Lakshma; Srinivasulu, Vunnam; Sathish, Manda; Kapure, Jeevak Sopanrao; Suresh Reddy; Bioorganic Chemistry; vol. 63; (2015); p. 72 – 84;,
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These common heterocyclic compound, 36692-49-6, name is Methyl 3,4-diaminobenzoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. HPLC of Formula: C8H10N2O2

Example 101; (2Z,5Z)-2-[(2,6-dichlorophenyl)imino]-5-{[2-(2-pyridinyl)-1H-benzimidazol-6-yl]m ethylidene}-1,3-thiazolidin-4-one; (a) methyl 2- (2-pyridinyD-lHbenzimidazole-5-carboxylate; A solution of 2-pyridinecarbaldehyde (0.19 g, 1.80 mmol) in 40 % aq. sodium hydrogen sulfite was stirred for 1 h at room temperature before being added to a solution of methyl 3,4-diaminobenzoate (0.300 g, 1.80 mmol) in ethanol (3 mL). The resulting mixture was stirred under reflux overnight. Then it was taken in 10 mL of water and extracted with 3 x 10 mL of ethyl acetate, dried over magnesium sulfate, filtrated and concentrated. Flash chromatography (silica gel, 10 % methanol, dichloromethane) afforded the desired compound as white powder in very low yield (13 %) [MS (ES+) m/e 254 [M+H] +].

The synthetic route of Methyl 3,4-diaminobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/82901; (2005); A1;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 36692-49-6, name is Methyl 3,4-diaminobenzoate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

In a similar manner as described in [1], a solution of amine 2 (1.46 g, 4.20 mmol) in 15 mL MeCN (abs.) was added dropwise at 0 C to a solution of 1,1?-thiocarbonyl diimidazole (1.12 g, 6.30 mmol) and imidazole (94 mg, 1.39 mmol) in 25 mL MeCN (abs.). The reaction mixture was stirred for 1 h at rt. Methyl 3,4-diaminobenzoic acid (1.05 g, 6.30 mmol) was dissolved in 10 mL MeCN (abs.) and added dropwise to the reaction mixture. The solution was stirred for 4 h at 50 C and at rt overnight. The solvent was evaporated at low pressure and the residue purified by column chromatography (n-hexane/ethylacetate 1:1 ? ethyl acetate), yielding 1.83 g (79%) of the product compound as ayellow foam.

According to the analysis of related databases, 36692-49-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Danneberg, Friederike; Ghidini, Alice; Dogandzhiyski, Plamena; Kalden, Elisabeth; Stroemberg, Roger; Goebel, Michael W.; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 493 – 498;,
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Application of 36692-49-6, A common heterocyclic compound, 36692-49-6, name is Methyl 3,4-diaminobenzoate, molecular formula is C8H10N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A 25 mL sealed tube equipped with a magnetic stirrer bar was charged with catalyst CoOxNC-800 (20 mg, 10 mol%) then sealed with a rubber septum and evacuated to remove air.Benzene-1,2-diamine (0.2 mmol), PhCHO (0.24 mmol), and THF(5 mL) were injected into the tube from a syringe, and the tube was placed in a preheated oil bath at 100 C for 8 h. When the reaction was complete, the mixture was filtered and the organic layers were collected, combined, dried (Na2SO4), and concentrated under vacuum. The residue was purified by passage through a column of silica gel (200-300 mesh) to give a white solid; yield: 38.1 mg (98%).

The synthetic route of 36692-49-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Zhaozhan; Song, Tao; Yang, Yong; Synlett; vol. 30; 3; (2019); p. 319 – 324;,
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Application of 36692-49-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 36692-49-6, name is Methyl 3,4-diaminobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1. Methyl 4-AMINO-3- (4-METHOXYBENZAMIDO) benzoate (107); [0287] A solution of 4-methoxybenzoyl chloride (1.03 g, 6.02 MMOL) in CH3CN (6 ml) was added drop wise to a solution of methyl 3, 4diaminobenzoate (106) (1.00 g, 6.02 mmol) and pyridine (0.49 ML, 6.02 MMOL) in CH3CN (25 ml) at 0C. The reaction mixture was stirred for 3 h at 0C and the solvent was evaporated. Ethyl acetate was added and the organic layer was washed successively with saturated solutions of NH4CI, NAHC03 and NACI, dried over MGS04, filtered and concentrated. After purification by flash chromatography on silica gel (eluent 1-3% MeOH in DCM), 1.03 g (56%) of compound 107 was obtained as a off white SOLID. H NMR: (DMSO) 8 (ppm): 9.51 (s, 1H), 7.96 (d, J = 8.8 Hz, 2H), 7.75 (d, J = 2.0 Hz, 1H), 7.56 (dd, J = 8.4, 2.0 Hz, 1H), 7.03 (d, J = 9.0 Hz, 2H), 6.75 (d, J = 8.4 Hz, 1H), 5.80 (s, 2H), 3.83 (s, 3H), 3.75 (s, 3H). MS: (CALC.) 300.1 ; (obt. ) 301.1 (MH) +.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 3,4-diaminobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; METHYLGENE, INC.; WO2005/30704; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 36692-49-6, name is Methyl 3,4-diaminobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 36692-49-6

To a solution of trans-3′-oxospiro [cyclohexane- [1,] [1′ (3’H)-ISOBENZOFURAN]-4-CARBOXYLIC ACID] (20 mg, 0.081 mmol) and methyl 3,4-diaminobenzoate (20 mg, 0.12 mmol) in pyridine (1 mL) was added 1- (3-dimethylaminopropyl)-3- ethylcarbodiimide hydrochloride (25 mg, 0.13 mmol). The mixture was stirred at room temperature for one hour under a nitrogen atmosphere, and then concentrated. After addition of saturated aqueous sodium bicarbonate to the residue, the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated in vacuo. The residue was washed with ethyl acetate-hexane, and dried to give the title compound (30.4 mg, 95 [%).]

The synthetic route of 36692-49-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; WO2004/2986; (2004); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 36692-49-6, name is Methyl 3,4-diaminobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H10N2O2

Example 5 Synthesis of methyl 11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-8-carboxylate A solution of methyl-1,2-phenylenediamine-4-benzoate (0.1 mol) and isatoic anhydride (0.1 mol) in acetic acid (75%) was heated at 120 C. for 2 hrs. The mixture was diluted with water and extracted with dichloromethane, washed with water and dried over Na2SO4. Methyl 11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-8-carboxylate was isolated (92%) after removal of solvent under reduced pressure.

According to the analysis of related databases, 36692-49-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH; US2010/228023; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 36692-49-6,Some common heterocyclic compound, 36692-49-6, name is Methyl 3,4-diaminobenzoate, molecular formula is C8H10N2O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a stirred suspension of methyl 3,4-diaminobenzoate (10.0 g, 60.2 mmol) and N-hydroxyethanimidamide (10.6 g, 95 % purity, 135 mmol) in dioxane (20 mL) was addedcaesium carbonate (19.6 g, 60.2 mmol) and the mixture was stirred at 110 C for 2 h. Water was added and the mixture was extracted with ethyl acetate. The organic phase was dried (sodium sulfate), filtered and the solvent was removed in vacuum to give a solid that was triturated with methanol to give 8.00 g (70 % yield) of the title compound.LC-MS (Method 2): R1 = 0.67 mm; MS (ESIpos): m/z = 191 [M+H]1H-NMR (400 MHz, DMSO-d6)oe [ppm]: 2.308 (16.00), 4.831 (2.74), 5.429 (3.11), 6.583 (2.69),6.603 (2.81), 7.148 (1.50), 7.153 (1.72), 7.169 (1.30), 7.174 (1.62), 7.212 (3.04), 7.217 (2.53).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3,4-diaminobenzoate, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; PRINZ, Florian; LEFRANC, Julien; SCHROeDER, Jens; MENGEL, Anne; BONE, Wilhelm; BALINT, Joszef; WENGNER, Antje; EIS, Knut; IRLBACHER, Horst; KOPPITZ, Marcus; BOeMER, Ulf; BADER, Benjamin; BRIEM, Hans; LIENAU, Philip; CHRIST, Clara; STOeCKIGT, Detlef; HILLIG, Roman; (1256 pag.)WO2017/102091; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 36692-49-6, name is Methyl 3,4-diaminobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 36692-49-6

Example 21: 3-Amino-6-{4-[2-hydroxy-2-(2-phenyl-lN-benzoimidazol-5-yl)- ethylamino]-piperidin-1-yl}-4-propyl-thieno [2, 3-b] pyridine-2-carboxylic acid amide 0 0 o H i I so) Hunig’s base N -ire NH DCM 0 NH2 NH2 acetic acid H H THF / N N H min02 Mn02 N THE zon H 21 3,4-Diamino-benzoic acid methyl ester (2 g, 12.035 mmol) was dispersed in 40 mL DCM. Added hunig’s base (2.516 mL, 14.442 mmol) and stirred at RT until everything was in solution. Added benzoyl chloride (1.397 mL, 12.035 mmol) dropwise into the mixtuxe and stirred at RT for 1 hour. Added sat. NaHC03 aq. solution into the reaction mixture. Extracted with DCM three times. Combined all organic extracts and washed with brine. Dried over Na2SO4. Filtered and removed solvent in vacuo. Purified by flash chromatography using 10 % MeOH/DCM as eluent mixtures. 4-Amino-3-benzoylamino- benzoic acid methyl ester was trituated in hot ethyl acetate and 1.667 g (51.2 %) white solid was obtained.

The synthetic route of 36692-49-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/56562; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics